Xanthone
- Formula: C13H8O2
- Molecular weight: 196.2014
- IUPAC Standard InChI: InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
- IUPAC Standard InChIKey: JNELGWHKGNBSMD-UHFFFAOYSA-N
- CAS Registry Number: 90-47-1
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Other names: 9H-Xanthen-9-one; Xanthen-9-one; Benzophenone oxide; Dibenzo-γ-pyrone; Diphenylene ketone oxide; E 6; Genicide; Xanthene, 9-oxo-; 9-Oxoxanthene; 9H-Xanthene, 9-oxo-; 9-Xanthenone; Xanthenone; 9-Xanthone; NSC 14978; dibenzopyranone
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | -23.5 ± 0.86 | kcal/mol | Ccb | Sabbah and El Watik, 1988 | Hfusion=26.12±0.24 kJ/mol; ALS |
| ΔfH°gas | -22.2 | kcal/mol | N/A | Kim, Winans, et al., 1978 | Value computed using ΔfHsolid° value of -191.5±2.7 kj/mol from Kim, Winans, et al., 1978 and ΔsubH° value of 98.6 kj/mol from Kim, Winans, et al., 1978.; DRB |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°solid | -47.04 ± 0.86 | kcal/mol | Ccb | Sabbah and El Watik, 1988 | Hfusion=26.12±0.24 kJ/mol; ALS |
| ΔfH°solid | -45.77 ± 0.65 | kcal/mol | Ccb | Kim, Winans, et al., 1978 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1448.9 ± 0.86 | kcal/mol | Ccb | Sabbah and El Watik, 1988 | Hfusion=26.12±0.24 kJ/mol; Corresponding ΔfHºsolid = -47.04 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| ΔcH°solid | -1450.2 ± 0.5 | kcal/mol | Ccb | Kim, Winans, et al., 1978 | Corresponding ΔfHºsolid = -45.77 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
| Cp,solid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 54.0 | 298.15 | Sabbah and El Watik, 1988 | DH |
Phase change data
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas Chromatography, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 24.55 ± 0.55 | kcal/mol | C | Freitas, Gomes, et al., 2009 | AC |
| ΔsubH° | 23.56 ± 0.086 | kcal/mol | C | Sabbah and El Watik, 1988 | Hfusion=26.12±0.24 kJ/mol; ALS |
| ΔsubH° | 23.6 | kcal/mol | N/A | Sabbah and El Watik, 1988 | DRB |
| ΔsubH° | 23.56 ± 0.1 | kcal/mol | C | Sabbah and Watik, 1988 | AC |
| ΔsubH° | 26.8 ± 1.5 | kcal/mol | E | Kim, Winans, et al., 1978 | ALS |
Reduced pressure boiling point
| Tboil (K) | Pressure (atm) | Reference | Comment |
|---|---|---|---|
| 622.7 | 0.961 | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 23.559 | 298.15 | Sabbah and El Watik, 1988 | DH |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 6.2428 | 449.63 | Sabbah and El Watik, 1988 | DH |
| 6.243 | 449.7 | Domalski and Hearing, 1996 | AC |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Van Den Dool and Kratz RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | 5 % Phenyl methyl siloxane | 1844. | Yasuhara, Shiraishi, et al., 1997 | 25. m/0.31 mm/0.52 μm, He; Program: 50C(2min) => (20C/min) => 120C => (7C/min) => 310C(10min) |
Normal alkane RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Ultra-1 | 1787. | Okumura, 1991 | 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C |
Normal alkane RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | Methyl Silicone | 1775. | Oda, Yasuhara, et al., 1998 | 25. m/0.25 mm/0.25 μm, He; Program: 50 0C (2 min) 20 0C/min -> 160 0C 5 0C/min -> 210 0C 10 0C/min -> 300 0C |
| Capillary | Methyl Silicone | 1822. | Oda, Yasuhara, et al., 1998 | 25. m/0.25 mm/0.25 μm, He; Program: 50 0C (2 min) 20 0C/min -> 160 0C 5 0C/min -> 210 0C 10 0C/min -> 300 0C |
| Capillary | Methyl Silicone | 1815. | Zenkevich, 1994 | Program: not specified |
Lee's RI, non-polar column, temperature ramp
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | HP-5 | 328.31 | Pedersen, Durant, et al., 2005 | 30. m/0.25 mm/0.25 μm, Helium, 50. C @ 1.5 min, 6. K/min, 310. C @ 10. min |
| Capillary | SPB-5 | 313.0 | Knobloch and Engewald, 1993 | 40. C @ 2. min, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tend: 300. C |
| Capillary | SPB-5 | 313.1 | Knobloch and Engewald, 1993 | 40. C @ 2. min, 4. K/min; Column length: 30. m; Column diameter: 0.25 mm; Tend: 300. C |
| Capillary | OV-101 | 313.05 | Blanco, Blanco, et al., 1989 | H2, 4. K/min; Column length: 25. m; Column diameter: 0.22 mm; Tstart: 50. C; Tend: 300. C |
Lee's RI, non-polar column, custom temperature program
| Column type | Active phase | I | Reference | Comment |
|---|---|---|---|---|
| Capillary | DB-5 | 326.5 | Lundstedt, Haglund, et al., 2003 | 30. m/0.25 mm/0.25 μm; Program: not specified |
| Capillary | DB-5 | 325.8 | Helmig and Harger, 1994 | He; Column length: 60. m; Column diameter: 0.248 mm; Program: 50C (2min) => 25C/min => 150C => 4C/min => 325C |
| Capillary | BP-5 | 312.3 | Kelly, Bartle, et al., 1992 | Column length: 25. m; Column diameter: 0.32 mm; Program: XX C X C/min -> 170 C 40 C/min -> 300 C (5 min); Check the values XX and X (bad xerox copy) |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sabbah and El Watik, 1988
Sabbah, R.; El Watik, L.,
Thermodynamic study of two simple molecules encountered as products of the pyrolysis of coal: chromone and xanthone,
Bull. Soc. Chim. France, 1988, 626-630. [all data]
Kim, Winans, et al., 1978
Kim, K.Y.; Winans, R.E.; Hubbard, W.N.; Johnson, C.E.,
Thermochemistry of coal components. 1. Xanthone,
J. Phys. Chem., 1978, 82, 402-405. [all data]
Freitas, Gomes, et al., 2009
Freitas, Vera L.S.; Gomes, José R.B.; Ribeiro da Silva, Maria D.M.C.,
Energetic studies of two oxygen heterocyclic compounds Xanthone and tetrahydro-«947»-pyrone,
J Therm Anal Calorim, 2009, 97, 3, 827-833, https://doi.org/10.1007/s10973-009-0233-y
. [all data]
Sabbah and Watik, 1988
Sabbah, R.; Watik, L.E.,
Thermodynamic study of two simple molecules encountered as products of the pyrolysis of coal: chromone and xanthone,
Bull. Soc. Chim. Fr., 1988, 4, 626. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Yasuhara, Shiraishi, et al., 1997
Yasuhara, A.; Shiraishi, H.; Nishikawa, M.; Yamamoto, T.; Uehiro, T.; Nakasugi, O.; Okumura, T.; Kenmotsu, K.; Fukui, H.; Nagase, M.; Ono, Y.; Kawagoshi, Y.; Baba, K.; Noma, Y.,
Determination of organic components in leachates from hazardous waste disposal sites in Japan by gas chromatography-mass spectrometry,
J. Chromatogr. A, 1997, 774, 1-2, 321-332, https://doi.org/10.1016/S0021-9673(97)00078-2
. [all data]
Okumura, 1991
Okumura, T.,
retention indices of environmental chemicals on methyl silicone capillary column,
Journal of Environmental Chemistry (Japan), 1991, 1, 2, 333-358, https://doi.org/10.5985/jec.1.333
. [all data]
Oda, Yasuhara, et al., 1998
Oda, J.; Yasuhara, A.; Matsunaga, K.; Saito, Y.,
Identification of polycyclic aromatic hydrocarbons of the particulate accumulated in the tunnel duct of freeway and generation of their oxygenated derivatives,
Jpn. J. Toxicol. Environ. Health, 1998, 44, 5, 334-351, https://doi.org/10.1248/jhs1956.44.334
. [all data]
Zenkevich, 1994
Zenkevich, I.G.,
Contemporary State of Informational Maintenance for Gas Chromatographic Identification of Chlorinated Polycyclic Aromatic Compounds,
Zh. Ecol. Khim., 1994, 3, 2, 111-119. [all data]
Pedersen, Durant, et al., 2005
Pedersen, D.U.; Durant, J.L.; Taghizadeh, K.; Hemond, H.F.; Lafleur, A.L.; Cass, G.R.,
Human cell mutagenes in respirable airborne particles from the Northeastern United States. 2. Quantification of mutagenes and other organic compounds.,
Environ. Sci. Technol., 2005, 39, 24, 9547-9560, https://doi.org/10.1021/es050886c
. [all data]
Knobloch and Engewald, 1993
Knobloch, T.; Engewald, W.,
Identification of some polar polycyclic compounds in emissions from brown-coal-fired residential stoves,
J. Hi. Res. Chromatogr., 1993, 16, 4, 239-242, https://doi.org/10.1002/jhrc.1240160407
. [all data]
Blanco, Blanco, et al., 1989
Blanco, C.G.; Blanco, J.; Bermejo, J.; Guillen, M.D.,
Capillary gas chromatography of some polycyclic aromatic compounds on several stationary phases,
J. Chromatogr., 1989, 465, 3, 378-385, https://doi.org/10.1016/S0021-9673(01)92675-5
. [all data]
Lundstedt, Haglund, et al., 2003
Lundstedt, S.; Haglund, P.; Öberg, L.,
Degradation and formation of polycyclic aromatic compounds during bioslurry treatment of an aged gasworks soil,
Environ. Toxicol. Chem., 2003, 22, 7, 1413-1420, https://doi.org/10.1002/etc.5620220701
. [all data]
Helmig and Harger, 1994
Helmig, D.; Harger, W.P.,
OH radical-initiated gas-phase reaction products of phenanthrene,
Sci. Total Environ., 1994, 148, 1, 11-21, https://doi.org/10.1016/0048-9697(94)90368-9
. [all data]
Kelly, Bartle, et al., 1992
Kelly, G.W.; Bartle, K.D.; Clifford, A.A.; Robinson, R.E.,
Application of coupled LC-GC to the analysis of the polar fraction of diesel particulate matter,
J. Hi. Res. Chromatogr., 1992, 15, 8, 526-530, https://doi.org/10.1002/jhrc.1240150808
. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid Tboil Boiling point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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